Halogenated dyes of the acridin series.



HEINRICH GR'U'NHAG'EN, 0J5 IBEELIN-KARLSHORST, GERMANY, ASSIGNOR T0 ACTIJEN GESELLSCHAFT FUR, ANILIN FABRIKATION, QE BERLIN,

HALOGENATED DYES OF THE AGRIDIN SERIES.

No Drawing.

the new dyes thus obtained corresponds to the formula:

in which formula Hlg means one or more halogen atoms entering one or two of the benzene nuclei. I

As a special type of dyes which this general formula comprises the following may be given:

man N N cm)l Liv According to the above-given process such a dye can be obtained by heating a halo en derivative of a formyl-meta-phenyleneiamin with a salt of meta-aminodimethylanilin or with a salt of a C-alkylated meta-aminodimethylanilin; for example l-amino-il-forrnylamino-ti-chlorohenzene is melted together with meta-aminodimethylanilin-hydrochlorid thus forming a dyestufi of the formula:

The following example may serve to illustrate my invention, the parts being by wei ht: i

1 parts at 1-amino-3-tormylamino-6- Patented Feb, 5, llllfio chlorobenzene are melted to ether with 21 parts of 3-aminodimethylan1 in hydrochlorid in an enameled iron vessel provlded with an agitator and with an oil bath; the temperature is graduall raised to 180 C. and thereaction is finis ed when the evolution of water vapors ceases. llhe melt is dissolved in water, the solution filtered if necessary and the dyestuil' precipitated by adding a solution of common salt and of zincchlorid. The new dyein the dry state and pulverized forms a brown-black powder; it dyes leather clear reddish yellow tints.

Of course in present invention" is not limited to the 'oregoing example or to the details given therein. For instance instead of meta-aminodimethylanilin a C-allrylated derivative thereof may be used, such as for instance t-amino-Q-dimethylamino-l-methylbenzene, or a halogenated derivative thereof, such as for instance tamino-Qdimethylamino-l-chlorobenzene. Furthermore, for instance, bromo-derivatives may be emploved instead oi. the chloro-derivatives.

aving now described my invention, what It claim is, I

1. As new articles of manufacture new dyes of the acridin series the underlying general graphic formula of which corresponds to the general formula:

in which formula R wil an '1 group and Hg means halogen atoms entering henzene nuclei.

3 As new articles at mannimcture new dyes of the acridin series the graphic formula of which corresponds to the formula:

U LTY in which formula Hlg means a halogen atom. I

I. As a new article of manufacture the new dye of the acridin series corresponding to the formula:

.CVUeL/U 6. As a new process for the manufacture of new dyes of the acridin series the process which consists 1n heating a halggen derivamemes v 'Z'JAS a new process for the manufacture of new dyes of the acridin series the process which consists in heating a halogen derivative of a formyl-meta-diamin of the benzene series with asalt of an N-alkylated meta-diamin of the benzene series.

8. As a new process for the manufacture of new dyes of the acridin series the process which consists in heating a halogenated formyl .meta-phenylenediamin with a salt of an unsymmetrically N-dialkylated meta-diamin of-the benzene series.

9. As a new process for the manufacture of a new dye of the acridin series the proc ess which consists in heating fo'rmyl-chlorm meta-phenylenediamin NH :NI-LCHO :Cl: 1:3 :6) with meta-aminodimethylanilin-hydrochlorid. A

In testimony whereof I have aflixed my signature in presence of two witnesses.

HEINRICH GRIINI-IAGEN; 

